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The Henry reaction of enantiopure 4-oxoazetidine-2-carbaldehydes with nitromethane was catalyzed by (+)-N-methylephedrine ((+)-NME) as well as (-)-NME, to give the corresponding nitroaldols with reasonable yields and moderate diastereoselectivities. The obtained results implied that (2R, 3R)-4-oxoazetidine-2-carbaldehydes and (+)-NME are a matched pair for diastereoselective induction.

Organocatalyzed diastereoselective Henry reaction of enantiopure 4-oxoazetidine-2-carbaldehydes